2-甲氧基-5-溴-6-甲基吡啶合成路线 （共 20 条）
反应条件
n-butyllithium; acetic acid in tetrahydrofuran; hexane; water; isopropyl alcohol
参考文献
Gilligan, Paul J.
Patent: US2003/125330 A1, 2003 ;
US 20030125330 A1
反应条件
thien-2-yl(cyano)copper lithium Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Caprio, Vittorio; Mann, John
Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 19 p. 3151 - 3155
反应条件
1: 74 percent / diisopropylamine; n-buthyllithium / tetrahydrofuran; hexane / 1 h / -78 °C 2: 72 percent / diisopropylamine; n-buthyllithium; copper(I) iodide / tetrahydrofuran; hexane / 1 h / -78 - 20 °C 3: O3; NaOH / CH2Cl2; methanol / 0.75 h / -78 - 20 °C 4: CH2Cl2 5: 91 percent / KH / tetrahydrofuran / 0.5 h View Scheme
参考文献
Haudrechy, Arnaud; Chassaing, Christophe; Riche, Claude; Langlois, Yves
Tetrahedron, 2000 , vol. 56, # 20 p. 3181 - 3187
反应条件
1: 3-bromo-6-methoxy-2-methyl-pyridine With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 2: N,N-dimethyl-formamide in tetrahydrofuran; hexane T=-78°C;
参考文献
Ward, Jarrod; Caprio, Vittorio
Heterocycles, 2009 , vol. 79, # C p. 791 - 804
反应条件
potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in N,N-dimethyl-formamide T=80°C; 18 h; Product distribution / selectivity;
参考文献
VERTEX PHARMACEUTICALS INCORPORATED
Patent: WO2008/141119 A2, 2008 ;
Location in patent: Page/Page column 95-96; 99-100 ;
WO 2008/141119 A2
反应条件
N,N,N',N,-tetramethylethylenediamine; palladium diacetate; sodium carbonate; 1,2-bis-(diphenylphosphino)ethane; potassium iodide in N,N-dimethyl-formamide T=130°C; 22 h; Inert atmosphere;
参考文献
Zheng, Shuyan; Yu, Chunhui; Shen, Zhengwu
Organic Letters, 2012 , vol. 14, # 14 p. 3644 - 3647
反应条件
trichlorophosphate in N,N-dimethyl-formamide T=100°C; 15 h;
参考文献
Shiao, Min-Jen; Shyu, Li-Ming; Tarng, Kai-Yih; Ma, Ying-Tsun
Synthetic Communications, 1990 , vol. 20, # 19 p. 2971 - 2977
反应条件
thien-2-yl(cyano)copper lithium
Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Caprio, Vittorio; Mann, John
Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 19 p. 3151 - 3155
反应条件
Yield given. Multistep reaction;
参考文献
Shiao, Min-Jen; Shyu, Li-Ming; Chen, Chieh-Fu
Heterocycles, 1990 , vol. 31, # 3 p. 523 - 527
反应条件
1: 91 percent / m-CPBA / CHCl3 / 15 h / 20 °C
2: 80 percent / 3 h / 120 °C
3: 96 percent / aq. K2CO3 / methanol / 0.83 h
View Scheme
参考文献
Foricher, Yann; Mann, John
Tetrahedron Letters, 2000 , vol. 41, # 12 p. 2007 - 2009
